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434-05-9

Basic Information
CAS No.: 434-05-9
Name: Androst-1-en-3-one,17-(acetyloxy)-1-methyl-, (5a,17b)-
Molecular Structure:
Molecular Structure of 434-05-9 (Androst-1-en-3-one,17-(acetyloxy)-1-methyl-, (5a,17b)-)
Formula: C22H32O3
Molecular Weight: 344.54
Synonyms: 5a-Androst-1-en-3-one, 17b-hydroxy-1-methyl-, acetate(6CI,8CI);1-Methyl-17b-hydroxy-5a-androst-1-en-3-oneacetate;1-Methyl-17b-hydroxy-5a-androst-1-en-3-one-17b-acetate;1-Methyl-5a-androst-1-en-17b-ol-3-one acetate;17b-Hydroxy-1-methyl-5a-androst-1-en-3-one acetate;Methenolone 17-acetate;Methenolone acetate;NSC 74226;Nibal;Primobolan;Primobolan Tablets;Primobolone;Primonabol;SH 567;SH567a;SQ 16496;
EINECS: 207-097-0
Density: 1.1 g/cm3
Melting Point: 138-139°
Boiling Point: 441.2 °C at 760 mmHg
Flash Point: 189.9 °C
Solubility:
Appearance:
Hazard Symbols:
Risk Codes:
Safety:
Transport Information:
PSA: 43.37000
LogP: 4.69600
Synthetic route
1099-80-5

17β-acetoxy-1-methyl-androsta-1,4-dien-3-one

434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

Conditions
ConditionsYield
With thallium(III) nitrate trihydrate In diethylene glycol dimethyl ether for 24h; Ambient temperature;8%
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

1099-80-5

17β-acetoxy-1-methyl-androsta-1,4-dien-3-one

Conditions
ConditionsYield
With diphenyl diselenide; iodosylbenzene In toluene at 80℃; for 4h;80%
With thallium(III) acetate In acetic acid
50-00-0

formaldehyd

434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

108-98-5

thiophenol

127557-42-0

17β-acetyloxy-1-methyl-2-<(phenylthio)methyl>-5α-androst-1-en-3-one

Conditions
ConditionsYield
In water at 110℃; for 24h;61%
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

17β-Hydroxy-1-methyl-5α-androst-1-en

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether
108-22-5

Isopropenyl acetate

434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

2098-47-7

Acetic acid (5S,8R,9S,10S,13S,14S,17S)-17-acetoxy-10,13-dimethyl-1-methylene-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

Conditions
ConditionsYield
With hydrogen cation
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

17β-Acetoxy-1-methyl-Δ1-5α-androstenol-(3β)

Conditions
ConditionsYield
With lithium tri-t-butoxyaluminum hydride
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

108-24-7

acetic anhydride

2098-47-7

Acetic acid (5S,8R,9S,10S,13S,14S,17S)-17-acetoxy-10,13-dimethyl-1-methylene-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

Conditions
ConditionsYield
With hydrogen cation
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

98-88-4

benzoyl chloride

Benzoic acid (5S,8R,9S,10S,13S,14S,17S)-17-acetoxy-10,13-dimethyl-1-methylene-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

Conditions
ConditionsYield
In toluene
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

1050-87-9

A-Homo-4-oxo-1-methyl-17β-acetoxy-Δ1(2)-5α-androsten

Conditions
ConditionsYield
With aluminium trichloride In diethyl ether; benzene
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

127557-30-6

1,2-dimethylandrosta-1,4-dien-3,17-dione

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 61 percent / various solvent(s); H2O / 24 h / 110 °C
2: 73 percent / Raney nickel / acetone / 0.25 h / Heating
3: 78 percent / iodoxybenzene, diphenyl diselenide / toluene / 4 h / 80 °C
4: 94 percent / 3 percent potassium hydroxide / methanol / 4 h / Ambient temperature
5: 81 percent / chromium trioxide, conc. sulfuric acid / H2O; acetone / 0.25 h / Ambient temperature
View Scheme
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

6176-40-5

17β-hydroxy-1,2-dimethyl-5α-androst-1-en-3-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 61 percent / various solvent(s); H2O / 24 h / 110 °C
2: 73 percent / Raney nickel / acetone / 0.25 h / Heating
3: 93 percent / 3 percent potassium hydroxide / methanol / 4 h / Ambient temperature
View Scheme
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

127557-45-3

1,2-dimethyl-5α-androst-1-en-3,17-dione

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 61 percent / various solvent(s); H2O / 24 h / 110 °C
2: 73 percent / Raney nickel / acetone / 0.25 h / Heating
3: 93 percent / 3 percent potassium hydroxide / methanol / 4 h / Ambient temperature
4: 86 percent / chromium trioxide, conc. sulfuric acid / H2O; acetone / 0.25 h / Ambient temperature
View Scheme
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

127557-44-2

17β-hydroxy-1,2-dimethylandrosta-1,4-dien-3-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 61 percent / various solvent(s); H2O / 24 h / 110 °C
2: 73 percent / Raney nickel / acetone / 0.25 h / Heating
3: 78 percent / iodoxybenzene, diphenyl diselenide / toluene / 4 h / 80 °C
4: 94 percent / 3 percent potassium hydroxide / methanol / 4 h / Ambient temperature
View Scheme
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

5984-09-8

17β-acetyloxy-1,2-dimethyl-5α-androst-1-en-3-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 61 percent / various solvent(s); H2O / 24 h / 110 °C
2: 73 percent / Raney nickel / acetone / 0.25 h / Heating
View Scheme
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

127557-43-1

17β-acetyloxy-1,2-dimethylandrosta-1,4-dien-3-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 61 percent / various solvent(s); H2O / 24 h / 110 °C
2: 73 percent / Raney nickel / acetone / 0.25 h / Heating
3: 78 percent / iodoxybenzene, diphenyl diselenide / toluene / 4 h / 80 °C
View Scheme
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

Acetic acid (5S,8R,9S,10S,13S,14S,17S)-1,10,13-trimethyl-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-17-yl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: LiAlH4 / diethyl ether
2: Py
View Scheme
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

1-Chlormethyl-Δ1-androsten-17β-ol-3-on-17-acetat

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H+
2: (chlorination)
View Scheme
Multi-step reaction with 2 steps
1: H+
2: (chlorination)
View Scheme
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

Acetic acid (5S,8R,9S,10S,13S,14S,17S)-1-bromomethyl-10,13-dimethyl-3-oxo-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-17-yl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H+
2: (bromination)
View Scheme
Multi-step reaction with 2 steps
1: H+
2: (bromination)
View Scheme
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

5902-14-7

17β-Acetoxy-1α-methyl-1,2β-methylen-5α-androstanol-(3β)

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Li
2: Zn-Cu / diethyl ether; 1,2-dimethoxy-ethane / Heating
View Scheme
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

17β-Acetoxy-1α-methyl-1.2β-methylen-5α-androstanon-(3)

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Li
2: Zn-Cu / diethyl ether; 1,2-dimethoxy-ethane / Heating
3: CrO3, aq. H2SO4 / acetone
View Scheme
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    Methenolone acetate CAS No.:434-05-9 Name: Methenolone acetate Synonyms: 17b-Hydroxy-1-methyl-5alpha-androst-1-en-3-one acetate Molecular Structure Molecular Formula: C22H32O3 Molecular Weight

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Specification

The Methenolone acetate has the cas register number 434-05-9, and it has the systematic name of (5alpha)-1-methyl-3-oxoandrost-1-en-17-yl acetate. This chemical is a kind of white or almost white crystalline powder. Besides, its product categories are including steroids.

The characteristics of this chemical are as follows: (1)ACD/LogP: 4.93; (2)ACD/LogD (pH 5.5): 4.92; (3)ACD/LogD (pH 7.4): 4.92; (4)ACD/BCF (pH 5.5): 3258.08; (5)ACD/BCF (pH 7.4): 3258.08; (6)ACD/KOC (pH 5.5): 11380.8; (7)ACD/KOC (pH 7.4): 11380.8; (8)#H bond acceptors: 3; (9)#Freely Rotating Bonds: 2; (10)Polar Surface Area: 43.37; (11)Index of Refraction: 1.536; (12)Molar Refractivity: 97.3 cm3; (13)Molar Volume: 311.8 cm3; (14)Polarizability: 38.57×10-24 cm3; (15)Surface Tension: 41.2 dyne/cm; (16)Density: 1.1 g/cm3; (17)Flash Point: 189.9 °C; (18)Enthalpy of Vaporization: 69.85 kJ/mol; (19)Boiling Point: 441.2 °C at 760 mmHg; (20)Vapour Pressure: 5.54E-08 mmHg at 25°C; (21)Exact Mass: 344.235145; (22)MonoIsotopic Mass: 344.235145; (23)Topological Polar Surface Area: 43.4; (24)Heavy Atom Count: 25; (25)Complexity: 635.

In addition, you could obtain the molecular structure by converting the following datas:
(1)SMILES:CC(=O)OC1CC[C@H]2[C@@H]3CC[C@H]4CC(=O)\C=C(\C)[C@]4(C)[C@H]3CC[C@]12CCopyCopied
(2)InChI:InChI=1/C22H32O3/c1-13-11-16(24)12-15-5-6-17-18-7-8-20(25-14(2)23)21(18,3)10-9-19(17)22(13,15)4/h11,15,17-20H,5-10,12H2,1-4H3/t15-,17-,18-,19-,20?,21-,22-/m0/s1

Below are the toxicity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal > 2gm/kg (2000mg/kg)   Drugs in Japan Vol. -, Pg. 1370, 1995.
mouse LD50 oral > 4gm/kg (4000mg/kg)   Drugs in Japan Vol. -, Pg. 1370, 1995.
rat LD50 oral > 4gm/kg (4000mg/kg)   Drugs in Japan Vol. -, Pg. 1370, 1995.